For an ensemble that's very straightforward but can be styled in a great deal of different ways, consider wearing a tan trenchcoat and navy chinos. Our favorite of an endless number of ways to complement this look is black canvas low top sneakers. So as you can see, it's a sharp, not to mention season-appropriate, combination to keep in your transitional rotation. This ensemble illustrates that figuring out fashion at age 30 is totally doable.